Bob Rosenberg

Professor of Chemistry; Program Director

Chemistry teachers wrestle with how to keep their students engaged in a subject requiring intense concentration. Bob Rosenberg has found a way to use an unexpected tactic—humor—to accomplish that task.

He loves spontaneity, whether it’s a fire alarm going off during class or a funny story thrown, without warning, into the middle of a lecture.

“After about 15 to 20 minutes, if it looks like their eyes are glazed over, I’ll talk about something else,” he explains. “Like, ‘I was walking to school the other day, and this guy just cut me off. And it was so rude—do you guys drive like this?’ And I’ll riff on that for 30 seconds or a minute, and then I’ll go back. For them it’s a surprise, and for me it’s calculated.”

Rosenberg, who is a fan of comedians Jon Stewart, Jerry Seinfeld, and Woody Allen, says students often respond to that element of surprise and are more likely to stay with him during his classes.

“I see myself on stage in class. It’s easy to do. When an audience expects you to be funny, that’s very hard. If they expect you to teach chemistry, the bar is not very high for being funny. Whether I’m funny or they’re laughing at me is irrelevant. I win in both cases because they’re relaxing a little bit, and they can get their brain out of anxiety mode into learning mode.”

Rosenberg specializes in mechanistic organic chemistry and is currently studying carbon fluorine bonds. He introduces fluorine, which is not a naturally occurring organic element, into molecules and sees what those molecules do. His students help with the research, which allows students to succeed or fail in a real lab situation.

We give each student a lot of attention at Transylvania, and in a field like chemistry that’s really important.

“There’s so much up and down time in the lab—it’s like starting your car on a cold winter day. When you’re young, there’s a lot of waiting. As you mature, there’s less of it. I have to decide: I can either tell them how to be efficient, or I can let them be inefficient and thereby learn on their own. It’s typically a mix of the two. That’s the tension in teaching.”

In his spare time, Rosenberg is an avid squash player, and he can routinely be seen winning game after game against students in the William T. Young Campus Center.

Academic History

Ph.D., Chemistry, Yale University, 1990
B.S., Chemistry, M.I.T., 1985

Courses Taught at Transy

Principles of Chemistry I and II
Organic Chemistry I and II
Rational Drug Design
First-Year Seminar
Senior Seminar
The Bomb, with history professor Ken Slepyan
Galileo: His Works and His Time, with French professor Simonetta Cochis
Origin of Life, with biology professor Belinda Sly

Areas of Research

Mechanistic organic chemistry
Computational chemistry


Faculty Research Fellowship, Deutscher Akademischer Austausch Dienst (DAAD), “Silicon (thio)urea Lewis Acid Catalysis—A Mechanistic Study,” 2012
Jones and Kenan Grants, Transylvania University, 2008–12

Additional Information

Holleian Society, Transylvania University’s honorary society

Pre-Health Advisory Committee

Recent Publications

“Can 2-X-Ethanols Form Intramolecular Hydrogen Bonds?” J. Phys. Chem. A 2019, 123(35), 7651-7660.

“The Strength of Hydrogen Bonds between Fluoro-Organics and Alcohols, a Theoretical Study” J. Phys. Chem. A 2018, 122(18), 4521-4529.

“Microsolvation of Fluoromethane” J. Phys. Chem. A 2016, 120(38), 7519-7528.

“Felkin–Anh is not enough,” with Jonathan Kelly, Journal of Physical Organic Chemistry, January 2015

“Does fluoromethane form a hydrogen bond with water,” The Journal of Physical Chemistry A, 2012

Recent Presentations

Deutscher Akademischer Austausch Dienst, meeting for those holding Research Internships in Science and Engineering, “On the international nature of science” (keynote address), Heidelberg, Germany, July 2012

American Chemical Society, “Solvent effects on the carbon-fluorine hydrogen bond,” San Diego, March 2012

American Chemical Society, “Felkin-Anh is not enough: Explaining electronic effects on diastereoselectivity” and “Carbon-fluorine hydrogen bonds to water: An ab initio study,” San Francisco, March 2010

Reactions Mechanism Conference, “Diastereoselective Nucleophilic Addition Reactions to a-Heteroatom-Substituted Ketones,” Chapel Hill, N.C., June 2008